Title: Winchester Vacation Home Rentals from CA $275: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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# Winchester Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winchester Vacation Homes

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/59addc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/65e555dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/f2623a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102470000/102465500/102465480/ce0018a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Charm: Your Perfect Getaway in Round Top

Fayette County

8.8/10

Excellent

(9)

"Overall good, but needs attention to yellow jacket nests on eves of cottage and chairs on porch. My wife was sitting in one of chairs on porch when she saw a yellow jacket fly by. Come to find out there was a big nest under her chair. I went to town and bought spray to kill them. Also sprayed a Large nest in bush on side of house. I know there a bugs and things out in the country but people that are renting might be allergic to stings. Need to check for these things while renting it out."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $140

CA $353 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Round-Top-Hotels-Lakefront-Charm-Your-Perfect-Getaway-In-Round-Top.h102465480.Hotel-Information)

![Books, music library](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/8513ef29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/4437269d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/a3d1617b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57200000/57199100/57199049/dc018b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flophouze Shipping Container Hotel - Houze 1

Round Top

10/10

Exceptional

(1)

"Great place to get away from the concrete confines of the big city. The night sky is amazing out there. It is a very unique place. We will definitely revisit. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

KC

CA $270

CA $325 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-Flophouze-Shipping-Container-Hotel-Houze-1.h57199049.Hotel-Information)

![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/07c26c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/w1346h900x41y0-4749f4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/bd1a7119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101290000/101281500/101281454/2096c3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanting Casita, 5 minutes to Round Top!

Fayette County

9.8/10

Exceptional

(64)

"Our desire was to have a quiet, comfortable little house close to Round Top and Enchanting Casita was advertised to be just what we wanted. The grounds were very pretty and the location was great. Negatives were the place was not very clean. The porch was not swept and the outdoor furniture was not really inviting. We had a lot of little black bugs in the bathroom and a few in our bed. The bed was very comfortable and the shower was nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary L.

CA $154

CA $292 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-Enchanting-Casita.h101281454.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/097ab281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/6b2ae121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/bb23f151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76270000/76260900/76260896/c85e3aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming & Cozy Victorian in Quiet Residential Setting

La Grange

10/10

Exceptional

(98)

"Beautiful, quiet, historic yet modern!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda K.

CA $208

CA $327 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/La-Grange-Hotels-Charming-Cozy-Victorian-In-Quiet-Residential-Setting.h76260896.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/6349a4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/5ee2fcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/ca1042ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/105000000/104630000/104629000/104628986/97fd0fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cottage, 5 Minutes to Round Top!

Round Top

9.0/10

Wonderful

(2)

"Great stay. Second time to stay on this property and both houses were great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $140

CA $275 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-Charming-Cottage.h104628986.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/578d5a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/35ed07ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/371e07e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107330000/107321900/107321805/0894ea1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Round Top Refuge Guest House

La Grange

10/10

Exceptional

(5)

"Great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalie S.

CA $221

CA $430 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/La-Grange-Hotels-Round-Top-Refuge-Guest-House.h107321805.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/2deee8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/b7289c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/a10ac553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96750000/96749500/96749484/0bf779ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PineyWoods House Forest Retreat

Bastrop County

10/10

Exceptional

(12)

"This was a wonderful property! We sincerely enjoyed every minute of being here! The deer and other wildlife were so fun to watch. Our boys loved wandering the woods around the house, and it was really close to the state parks we wanted to hike! We will definitely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessi E.

CA $171

CA $295 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Bastrop-Hotels-PineyWoods-House-Forest-Retreat.h96749484.Hotel-Information)

![Books, music library](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/4d95b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books, music library](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/b688b669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/18a7dcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240493/ac560806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flophouze Shipping Container Hotel - Houze 3

Round Top

10/10

Exceptional

(1)

"This is such a great place to stay. It should be on everyone’s bucket list."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julianne M.

CA $270

CA $322 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-Flophouze-Shipping-Container-Hotel-Houze-3.h57240493.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/d2956a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/7aef4527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/73f4df78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117700/27117611/3c9fff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire

Paige

10/10

Exceptional

(386)

"This a beautiful place and very peaceful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert M.

CA $163

CA $294 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Paige-Hotels-The-Cottage.h27117611.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/w1429h960x11y0-e41501ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/4aa4b307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/dd49f688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/45000000/44980000/44973200/44973115/28eb05e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cactus House, A Serene Pet-Friendly Home in the 42 Acre Lost Pines Shire

Paige

10/10

Exceptional

(214)

"Tucked away is this little gem of a house. Amazing stay. Spacious and well maintained. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jake w.

CA $212

CA $355 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Paige-Hotels-The-Cactus-House.h44973115.Hotel-Information)

![Microwave, oven, cookware/dishes/utensils](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/a81f8f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/dc7179ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/a2fd8570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110730000/110721400/110721355/c97c9dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious country retreat with modern amenities KING SIZE BED & family friendly

Bastrop

8.4/10

Very good

(5)

"It was clean and spacious."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sadia E.

CA $192

CA $444 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Bastrop-Hotels-Spacious-Country-Retreat-With-Modern-Amenities-KING-SIZE-BED-Family-Friendly.h110721355.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/082f3742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/eb83633c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/7aa077fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116140000/116130200/116130106/319eb525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway ÖÖD Mirror House (Austin)

Bastrop

10/10

Exceptional

(1)

"This property is so unique. The large glass windows allowed for some great wildlife views. I loved the plunge pool and the park was nice too. Check in and communication was excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey S.

CA $353

CA $608 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Bastrop-Hotels-The-Hideaway-OOD-Mirror-House.h116130106.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/121000000/120850000/120847600/120847580/6003672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120850000/120847600/120847580/e3e89903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120850000/120847600/120847580/baa9cc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120850000/120847600/120847580/092b744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Round Top Refuge Main House

La Grange

10/10

Exceptional

(3)

"Charming and comfortable!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Devan M.

CA $217

CA $431 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/La-Grange-Hotels-Round-Top-Refuge-Main-House.h120847580.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/19e13f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/c5b3754f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/fd0cd52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69720000/69716400/69716349/916805d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Top @ Round Top + Escape to the country!

Round Top

10/10

Exceptional

(28)

"We had a great time at this property! It is so close to town, very spacious and the check in process was so easy! We will definitely be back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Madison M.

CA $385

CA $692 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Round-Top-Hotels-The-Top-Round-Top-Escape-To-The-Country.h69716349.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/df5c6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/e58f5a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/018594bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88910000/88904400/88904381/eaffd5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious home 2 minutes from downtown (Pet-Friendly!)

Smithville

9.6/10

Exceptional

(14)

"Booked stay for one of our travelers and her family. Everything was great & we really appreciated the hospitality. Thank you again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelsey V.

CA $200

CA $474 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Smithville-Hotels-Spacious-Home-2-Minutes-From-Downtown.h88904381.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/c9075642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/c2ba9eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/7dff067f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98530000/98527100/98527031/b1bc6588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Addi - Farmstead

Round Top

10/10

Exceptional

(1)

"VRBO accidentally has this listed as a 2 bedroom rental. It is actually a 1 bedroom. The property manager was wonderful to work with and we worked out a solution. The rental was very clean and organized, modern finishes, amazing shower, towels and robes. We absolutely loved our stay here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debbie S.

CA $360

CA $522 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-The-Addi-Farmstead.h98527031.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/c356e326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/0f55d002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/cf68a7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100830000/100822700/100822613/bec92b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Designory Round Top home, scenic views & pond!

Round Top

10/10

Exceptional

(6)

"We came to Warrenton for a concert at the Round Top Festival Hill. This home is perfect for 2 couples, with each room allowing privacy. The home was clean and well-stocked. The decor is lovely! Would stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie A.

CA $326

CA $714 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Round-Top-Hotels-Designory-Round-Top-Home.h100822613.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99470000/99464100/99464049/w510h683x257y0-4a2dcdb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99470000/99464100/99464049/w527h683x258y0-58b31002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99470000/99464100/99464049/w541h683x242y0-70b50546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99470000/99464100/99464049/w508h683x258y0-d907af53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Sanctuary of Stories!

Round Top

8.8/10

Excellent

(5)

"Beautiful property! Can’t wait to come back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dario B.

CA $1,261

CA $1,811 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Round-Top-Hotels-A-Sanctuary-Of-Stories.h99464049.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104150000/104142600/104142590/c4bf1f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/105000000/104150000/104142600/104142590/72906086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104150000/104142600/104142590/b8cdef93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104150000/104142600/104142590/w1262h1920x18y0-44d1f875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps away from the sweet LaGrange downtown square

La Grange

8.6/10

Excellent

(4)

"We loved our stay at this house! The location was easily walkable to downtown and in a great neighborhood. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaitlin R.

CA $284

CA $673 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/La-Grange-Hotels-Steps-Away-From-The-Sweet-LaGrange-Downtown-Square.h104142590.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96074600/96074528/7fe65dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96080000/96074600/96074528/3337adb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96074600/96074528/9d24a84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96080000/96074600/96074528/aa959d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ramona House w/ Cowboy Pool! Walk to Downtown!

Downtown Smithville

10/10

Exceptional

(10)

"We had a great stay at the house and enjoyed our visit to Smithville. We rented to attend Round Top and loved our stay here! It was beautiful! We would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanine K.

CA $385

CA $751 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Smithville-Hotels-Historic-House-Walking-Distance-To-Downtown.h96074528.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&regionId=553248635975876131&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d553248635975876131-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d553248635975876131-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Winchester Hotel Reviews

![Round Top Refuge Main House](//images.trvl-media.com/lodging/121000000/120850000/120847600/120847580/6003672e_y.jpg)

### Round Top Refuge Main House

10/10 Excellent

"Very Clean, Amazing Host, Wonderful location! Would definitely stay again!!"

[](https://expedia.ca/La-Grange-Hotels-Round-Top-Refuge-Main-House.h120847580.Hotel-Information)

![Studio 6 – Giddings, Tx](//images.trvl-media.com/lodging/120000000/119080000/119074600/119074593/75c5a08e_y.jpg)

### Studio 6 – Giddings, Tx

10/10 Excellent

"Clean, updated, friendly "

[](https://expedia.ca/Giddings-Hotels-Studio-6-Giddings.h119074593.Hotel-Information)

![Hampton Inn La Grange](//images.trvl-media.com/lodging/5000000/4040000/4034200/4034198/d00d75f8_y.jpg)

### Hampton Inn La Grange

10/10 Excellent

"I had an issues with my reservation then I need to sleep in the floor. Forn dels help me amazingly to make ma door bed. "

[](https://expedia.ca/Columbus-Hotels-Hampton-Inn-La-Grange.h4034198.Hotel-Information)

![Super 8 by Wyndham Giddings](//images.trvl-media.com/lodging/1000000/50000/43100/43006/788e0c4e_y.jpg)

### Super 8 by Wyndham Giddings

10/10 Excellent

"PLeasant stay. Clean rooms. Well kept property. Good staff. "

[](https://expedia.ca/Brenham-Hotels-Super-8-By-Wyndham-Giddings.h43006.Hotel-Information)

![Americas Best Value Inn Giddings](//images.trvl-media.com/lodging/2000000/1330000/1326100/1326031/58dd682d_y.jpg)

### Americas Best Value Inn Giddings

10/10 Excellent

"Room was very clean and sheets were crisp and clean. Staff was very friendly Not going to lie was very skeptical about this place We stayed on the single story side And we will stay here in Giddings,Tx again."

[](https://expedia.ca/Brenham-Hotels-Americas-Best-Value-Inn-Giddings.h1326031.Hotel-Information)

![Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds](//images.trvl-media.com/lodging/23000000/22350000/22343800/22343739/988b0bb9_y.jpg)

### Angeltom Cabin & RV:20 Acre Woods - >16 pip + Jacuzzi + treehouse + UTV + 2ponds

10/10 Excellent

"Everything was great! We can't wait to come back. "

[](https://expedia.ca/Columbus-Hotels-Angeltom-Cabin-RV-10-Acre-Woods-Sleeps-Up-To-14-People.h22343739.Hotel-Information)

![Adorable Guest Cabin In The Woods](//images.trvl-media.com/lodging/94000000/93230000/93225600/93225597/e1c70a94_y.jpg)

### Adorable Guest Cabin In The Woods

10/10 Excellent

"It’s such a cute little place. Bed was very comfortable. Place was clean. My second time staying here. Would stay here again. "

[](https://expedia.ca/La-Grange-Hotels-Adorable-Guest-Cabin-In-The-Woods.h93225597.Hotel-Information)

![Best Western Giddings Inn & Suites](//images.trvl-media.com/lodging/4000000/3980000/3972200/3972119/460c006b_y.jpg)

### Best Western Giddings Inn & Suites

10/10 Excellent

"The room was very nice.. David was very professional and offered a good breakfast selection.."

[](https://expedia.ca/Brenham-Hotels-Best-Western-Giddings-Inn-Suites.h3972119.Hotel-Information)

![River Valley Motor Inn](//images.trvl-media.com/lodging/1000000/980000/973500/973410/7699e214_y.jpg)

### River Valley Motor Inn

10/10 Excellent

"Great"

[](https://expedia.ca/Columbus-Hotels-River-Valley-Motor-Inn.h973410.Hotel-Information)

## Find out more about Winchester

## Winchester Vacation Homes information

| Number of reviews | 850 |
| --- | --- |
| Accommodation | 122 Vacation Homes |
| Lowest Price | CA $275 |
| Highest Price | CA $1,811 |

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-   [Car rental Bastrop](https://www.expedia.ca/Car-Rentals-In-Bastrop.d55572.Car-Rental-Guide)
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